| Cholesteryl oleate Basic information |
| Product Name: | Cholesteryl oleate |
| Synonyms: | cholest-5-en-3-yl (9E)-octadec-9-enoate;5-CHOLESTEN-3-BETA-OL OLEATE;5-CHOLESTEN-3BETA-OL 3-OLEATE;5-CHOLESTEN-3BETA-OL 3-(9-OCTADECENOATE);3beta-hydroxy-5-cholestene 3-oleate;3BETA-HYDROXY-5-CHOLESTENE 3-OLEATE, OLEOYLCHOLESTEROL;cholestreyloleate;Oleoylcholesterol |
| CAS: | 303-43-5 |
| MF: | C45H78O2 |
| MW: | 651.12 |
| EINECS: | 206-142-1 |
| Product Categories: | Cholesteryl Compounds (Liquid Crystals);Functional Materials;Liquid Crystals & Related Compounds |
| Mol File: | 303-43-5.mol |
| Cholesteryl oleate Chemical Properties |
| Melting point | 44-47 °C (lit.) |
| Boiling point | 617.95°C (rough estimate) |
| density | 0.9287 (rough estimate) |
| refractive index | -20 ° (C=2, THF) |
| Fp | >230 °F |
| storage temp. | -20°C |
| solubility | chloroform: 0.1 g/mL, clear, colorless |
| form | Solid |
| color | White to Off-White Low-Melting |
| BRN | 2343071 |
| CAS DataBase Reference | 303-43-5(CAS DataBase Reference) |
| NIST Chemistry Reference | Cholesteryl oleate(303-43-5) |
| EPA Substance Registry System | Cholest-5-en-3-ol (3.beta.)-, (9Z)-9-octadecenoate (303-43-5) |
| Safety Information |
| WGK Germany | 3 |
| TSCA | Yes |
| HazardClass | IRRITANT |
| MSDS Information |
| Provider | Language |
|---|---|
| Oleic acid cholesteryl ester | English |
| SigmaAldrich | English |
| ALFA | English |
| Cholesteryl oleate Usage And Synthesis |
| Description | Cholesteryl oleate is a cholesterol ester. It has been used in the generation of nanoparticles and liposomes for drug delivery. |
| Chemical Properties | white to off-white powder, lumpy powder or pale |
| Uses | Cholesteryl oleate was used to study the ability of silicone hydrogel contact lenses to absorb tear lipids, cholesterol and cholesterol esters. It was also used in the development of amperometric cholesterol biosensors. |
| Definition | ChEBI: The (Z)-stereoisomer of cholesteryl octadec-9-enoate. |
| Biochem/physiol Actions | Cholesterol in plasma is present in an esterified form such as Cholesteryl oleate. The liver is a primary source of cholesteryl oleate that enriches the LDL particles when released into plasma. The secretion of lipoproteins enriched with cholesteryl oleate has close correlation with the pathogenesis of coronary artery atherosclerosis. |
| Purification Methods | Purify the oleate ester by chromatography on silica gel and eluting with MeOH. [Beilstein 6 III 2642.] |
| Cholesteryl oleate Preparation Products And Raw materials |
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